DL-CAMPHORQUINONE Chemical Properties

Melting point:

197-203 °C (lit.)

Boiling point:

234.44°C (rough estimate)

alpha 

-5～+5°(20℃/D)(c=2, CHCl3)

Density 

0.9817 (rough estimate)

refractive index 

1.4859 (estimate)

storage temp. 

Store below +30°C.

solubility 

Soluble in ethanol, ethyl ether and benzene.

form 

Fine Crystalline Powder

color 

Yellow

Water Solubility 

slightly soluble 1.7g/L

BRN 

1909463

Cosmetics Ingredients Functions

FILM FORMING

InChI

InChI=1S/C10H14O2/c1-9(2)6-4-5-10(9,3)8(12)7(6)11/h6H,4-5H2,1-3H3

InChIKey

VNQXSTWCDUXYEZ-UHFFFAOYSA-N

SMILES

C12(C)C(C)(C)C(CC1)C(=O)C2=O

LogP

1.470 (est)

CAS DataBase Reference

10373-78-1(CAS DataBase Reference)

EPA Substance Registry System

Bicyclo[2.2.1]heptane-2,3-dione, 1,7,7-trimethyl- (10373-78-1)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

TSCA 

TSCA listed

HS Code 

2914 29 00

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

DL-CAMPHORQUINONE Usage And Synthesis

Chemical Properties

YELLOW FINE CRYSTALLINE POWDER

Uses

initiator for visible-light-cured dental acrylic-composite materials.

Uses

Camphorquinone derivative (i.e. carboxylated camphorquinone) is used as visible-light photoinitiator in biomedical applications. It is also used in dentistry and is often used in conjunction with hydrogen donating amine.

Uses

CQ-amines are used as a photo initiators for free radical polymerization. CQ was used as an initiator in the preparation of silver nanoparticle/silica/ polymer nanocomposites. Photopolymerization kinetics of dimethacrylates were studied using the CQ/amine initiator system.

Definition

ChEBI: Bornane-2,3-dione is a bornane monoterpenoid that is bicyclo[2.2.1]heptane substituted by methyl groups at positions 1, 7 and 7 and oxo groups at positions 2 and 3. It is a bornane monoterpenoid and a carbobicyclic compound.

General Description

Camphorquinone (CQ) absorbs UV radiation in the region of 200-300nm due to the Π?Π^* transition and visible light (400-500nm) due to the n, Π* transition of the α-dicarbonyl chromophore.

Synthesis

In 1934, Evans et al. found that the direct oxidation of camphor with selenium dioxide in acetic acid can obtain camphor quinone. Typical conditions of the reaction is at 140-150 ??, heating 3-4h, to be the end of the reaction with acetic acid extraction, the extract is neutralized with concentrated alkali, the camphor quinone is insoluble in water and precipitated. Then it can be purified by sublimation method or recrystallization method. This method has simple steps and high yield, up to about 90%, so it is still widely used. However, the selenium dioxide used in the method is a highly toxic compound, and there is selenium residue in the product, which will limit the application of camphor quinone in medicine.

Purification Methods

Purification is the same as for above enantiomers. [Huckel & Fichtig Justus Liebigs Ann Chem 628 81 1962, Evans et al. J Chem Soc 137 1939, Beilstein 7 I 325.]

DL-CAMPHORQUINONE(10373-78-1)Related Product Information

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• 7-(IODOMETHYL)-1,7-DIMETHYLBICYCLO[2.2.1]HEPTANE-2,3-DIONE